Flag House Inn

Guest library with working fireplace and cinnamon red leather chairs, naval art and memorabilia, and plenty of reading material.

One of two tables in the large dining room.

Breakfast table surrounded by maritime art and artifacts.

Kind bed guest room in an aubergine Chinese toile.

King bed guest room with richly hued decor.

King bed room of the two room suite.

Twin bed room of two room suite

Twin beds in a bright and comfortable room.

On-site parking is an Annapolis rarity. Park your car at Flag House and walk to everything in the Historic District.

About

The perfect location with on-site parking, king or twin beds, private baths, comfortable seating, good lighting, and in-room cable TV. On the block connecting the historic waterfront and the U.S. Naval Academy in the National Historic District, Flag House Inn offers five guest rooms (including a two-room suite). Splendid interiors are filled with original naval and nautical art and memorabilia, fine paintings, antiques, and reproductions. The large front porch, flying the state or national flags of guests, greets you with swings and teak benches. Enjoy a large, hot breakfast before visiting Flag House’s beautiful and historic neighborhood.

Reviews

Historic and charming

5
on September 13, 2017

The Flag House B&B was a first for me...I loved it! It was clean and charming and had so much history...the location was perfect! A block away from so many shops and restaurants! The fact that it was right across from the Naval Academy meant the most to me! The host and hostess could have been more nice or helpful! They were full of information and showed you books of information around the B&B that could help too! I recommend this place 100%! K. Hale

Innkeeper ResponseIt is always a pleasure for us to be an introduction for guests to staying at a B&B. We are so happy that our location as well as all the information we could provide to you helped to make your stay here in Annapolis at Flag House Inn such a positive B&B experience for you. Please come back next time you are in the area and continue staying at true B&Bs in the future. :-)

- Charlotte Schmickle (innkeeper)

Wonderful experience

5
on August 31, 2017

Another couple, my husband and I had a wonderful experience from check-in to check-out staying at the Flag House Inn. Charlotte & Bill were amazing hosts. We would encourage anyone visiting Annapolis to stay at their lovely B&B. We definitely will next time we are in town!
- A. Yanson

Innkeeper ResponseWe were so happy to host your surprise visit with your friends before moving out of the area. Hope all went well and you are settling in once again.

- Charlotte Schmickle (innkeeper)

They thought of everything!

5
on August 29, 2017

Charlotte and Bill are delightful and thought of everything their guests might need or want during their stay! The Flag House Inn is a beautiful old house in the center of Annapolis (with parking which is a terrific bonus) and couldn't be more convenient to anywhere you might want to go. The place is warm and inviting and I wish I could have stayed more than one night! Bill greeted me when I pulled in and even parked my car for me. Charlotte checked me in, gave me a quick tour and showed me to my room where I had everything I needed right at my fingertips to orient me to the Inn and around Annapolis. I slept like a log in a quiet room and awoke to a lovely breakfast and conversation with Charlotte about their various travel experiences and how they came to be the proprietors of the Flag House Inn. I look forward staying there again!

Innkeeper ResponseIt was our pleasure having you with us, chatting with you about your adventures and guiding you around Annapolis for your overnight stay before heading off to spend a lovely weekend with your family. Happy Trails (biking that is)!

- Charlotte Schmickle (innkeeper)

Best B&B in Annapolis

4.6
on August 17, 2017

We have been waiting a long time to take a vacation, and needing to have a close to perfect vacation we took a chance. This was by far one of the best B&B's we have stayed in our travels. Charlotte's knowledge of what to do was great. Bill provided some great stories & conversation. You can't receive any of that from a hotel concierge. We were hoping for a home away from home for a few days and it was provided. In addition they served up a hearty breakfast that could keep you going, as there was a ton to do in the area. And the location (parking on premises) was excellent allowing us to walk to everything we wanted to do. We stayed in the Water Witch room that became a great room to rest in the down time. We came home with some great memories and rested thanks in part to staying here.

Innkeeper ResponseGlad you enjoyed your stay with us and were able to have that much needed vacation you were looking for.

- Charlotte Schmickle (innkeeper)

Hope to Return- Couldn't Have asked for a better place!

5
on July 28, 2017

Great location with parking. Quiet room with yummy breakfast. Owners, Charlotte and Bill were welcoming and very helpful.

Wonderful place to stay!

4.8
on July 23, 2017

From the moment we arrived to the moment we left we felt as if we were staying with friends whose home was in the best location in town. While Bill took our suitcases for us, Charlotte showed us around the house, explained all we needed to know about staying in the Flag House B&B. They are a wealth of information having been the proprietors for over 20 years and their information books are very well organized. The breakfasts were delicious and Charlotte was more then accommodating with some unique dietary requests that were made. With a prime location and off street parking, getting around Annapolis was a breeze. We chose to not move our car for the weekend but I could imagine the relief we would have felt if we had explored outside of town knowing we would not have to look for parking upon our return. The rooms were clean, comfortable and beautifully appointed. It was a delightful place to stay.

Innkeeper ResponseYour delightful review is much appreciated. It is our joy to share our knowledge and love of Annapolis with our guests each and every day.

- Charlotte Schmickle (innkeeper)

Amazing

5
on July 20, 2017

Outstanding B&B. Hosts are kind, pleasant, warm, friendly and helpful. Great location, cleanliness outstanding and made us feel right at home.

Innkeeper ResponseYou warmed our hearts with your lovely review. Thanks so much for staying with us and we would love to welcom you back again.

- charlotte schmickle (innkeeper)

Wonderful experience!!!

5
on July 17, 2017

My daughter and I stayed at the Flag House Inn while she attended a camp at the US Naval Academy. The Flag House Inn could not have been better! The location was perfect-right outside Gate 1 and walking distance to everything in Annapolis. The breakfast foods were delicious, varied and plentiful. It was wonderful to have home-cooked meals while away from home! The bedroom and bathroom were quaint and charming. They had everything we needed. Charlotte and Bill were terrific hosts--warm and welcoming. They really wanted to help in any way possible in order to make our stay enjoyable. In short, I cannot say enough good things about the Flag House Inn. I would definitely stay here again the next time we come to Annapolis.
https://www.tripadvisor.com/ShowUserReviews-g29494-d77441-r500216410-Flag_House_Inn-Annapolis_Maryland.html#

Innkeeper ResponseStaying at Flag House Inn when your child is at a USNA camp makes life so easy for you as a parent. You can drop her off, have the fun of going around town to see the sights and eat some wonderful meals then be close enough to meet her after the camp is over and you plan your return trip home. So happy you choose Flag House for your place to stay while in Annapolis.

- Charlotte Schmickle (innkeeper)

Everything We Hoped For

5
on July 11, 2017

We reserved our rooms at Flag House for our son's I-Day at the US Naval Academy. We couldn't have been more pleased. Walking out the front door of Flag House to the main entrance of the Academy directly across the street eliminated any in-town travel stress we might have otherwise experienced. Flag House was also perfectly located for us to walk and enjoy the harbor/downtown Annapolis and its many restaurants and shops.
Bill and Charlotte were such warm, welcoming and helpful hosts to us and our son. We were so appreciative of their experiences and knowledge of the Academy from the days when their son attended and Bill taught there. Our accommodations were great and Charlotte's breakfasts were wonderful. We highly recommend this property. Before we left, we made our reservations to return for Plebe Parents' Weekend and we're looking forward to our return.

Innkeeper ResponseSharing our knowledge of life at USNA with Plebes and their families is our joy and pleasure. We look forward to seeing all of you next month and hearing about the trials and triumphs of Plebe Summer 2017.

- Charlotte Schmickle (innkeeper)

Amazing place to stay

5
on July 09, 2017

We were in Annapolis for a wedding, and the Flag House was just perfect. It's located across the street from the main entrance to the Naval Academy and a short 2 blocks from the Annapolis waterfront. The inn is extremely welcoming, from the front porch swing where you can watch the world, to the bed, which was so comfortable. We had the 2-room suite, which was great, as my husband has insomnia.
Charlotte's breakfasts were delicious (I'll be asking for the recipe for one!), and she was easily able to accommodate specific food needs. Bill is a great story teller, and they both are extremely knowledgeable about the history of Annapolis and of the Naval Academy.
I wish we could have stayed longer, and if we are ever back in Annapolis, we'll definitely stay at the Flag House Inn.

Innkeeper ResponseThe perfect room for a couple when one suffers with insomnia as each person can then get a good nights sleep. The suite is also our only room that can accommodate three people so it is very versatile. Always happy to share my recipes with guests.

Rooms & Rates

King or twin bed rooms

Our four guest rooms accommodating up to two guests have either king or twin beds, cable TV, private bath, comfortable seating and good lighting for reading.

Maximum Capacity:2

BathroomPrivate Bath

Two-room suite

Our two-room suite occupies the entire second floor of one of the paired townhouses that comprise Flag House Inn. The front room has a king Hickory-White pencil-post bed, love seat, wing chair and cable TV. The back room has a twin bed, large Hickory-White couch, wing chair and cable TV. There is an en suite private bath.

Location

Location Type

Chesapeake Bay,
Downtown,
Small town

Airport

Baltimore, MD (BWI-Baltimore Washington) 20 miles

Directions to property:

From I-95 or I-495 from Washington, DC, or I-97 from Baltimore, exit onto MD 50 east toward the Bay Bridge.
Exit MD 50 at exit #24 Rowe Blvd (bear to right at end of ramp).
At second traffic light turn left onto Taylor Avenue.
Go two blocks until Taylor Avenue dead ends and bear to the right.
After going through the curve turn right at the traffic light.
You will now be on King George Street (no street sign at this point).
Go to end of King George St. and turn right onto Randall Street (at Naval Academy gate).
Flag House Inn is the 8th house on the right.
Turn into driveway and come to the front door of #24.
From the Eastern Shore of Maryland
Take Hwy 50 West to exit #27 (to USNA).
At very end of exit ramp turn left.
Continue straight and cross the US Naval Academy Bridge.
At the second traffic light turn left onto King George Street (no street sign at this point).
Go the the end of King George St and turn right onto Randall Street (at USNA main gate).
Flag House Inn is the 8th house on the right.
Turn into driveway and come to the #24 front door.

Cancellations:No-shows or cancellations within 10 days of arrival date will be subject to the full rate for the full stay or any portion that cannot be re-booked. A minimum of $25.00 per room processing fee will be charged for any cancellation.

Best Price Guarantee

Best Price Guarantee

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How do I take advantage of the Best Price Guarantee?

Just call 1-844-271-6829 within 24 hours of booking and give our customer support representative the details on the lower price you found.

Best Price Guarantee Terms and Conditions

The BedandBreakfast.com Best Price Guarantee ensures that when you book and pay for your reservation online through the BedandBreakfast.com website, you are booking your room at the lowest available price. If you find a lower price for the same room on the same dates at the same B&B, and contact us within 24 hours of making your booking, we will refund the difference in price to you. This guarantee does not apply to bookings made over holidays and/or for special events. All requests are subject to verification by BedandBreakfast.com. BedandBreakfast.com will not accept screenshots or other purported evidence of a lower price that cannot be independently confirmed by BedandBreakfast.com personnel. Nor will BedandBreakfast.com verify any requests that it believes, in its sole discretion, is the result of a printing or other error or is made fraudulently or in bad faith.